ChemFOnt: Showing chemical card for 4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid (CFc000137469)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:12:16 UTC

Chemfont ID

CFc000137469

Molecule Identification

Common Name

4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid

Definition

4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. Based on a literature review very few articles have been published on 4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-[(2S,15S)-3,16-Dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]-5-hydroxypentanoate	Generator
4-[(2S,15S)-3,16-Dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]-5-hydroxypentanoate	Generator
4-[(2S,15S)-3,16-Dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]-5-hydroxypentanoic acid	Generator
4-[(2S,15S)-3,16-Dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoate	Generator
4-[(2S,15S)-3,16-Dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoate	Generator
4-[(2S,15S)-3,16-Dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid	Generator

Chemical Formula

C₂₄H₄₀O₁₀S

Average Molecular Weight

520.63

Monoisotopic Molecular Weight

520.234218662

IUPAC Name

4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-5-hydroxypentanoic acid

Traditional Name

4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-5-hydroxypentanoic acid

CAS Registry Number

Not Available

SMILES

[H]C(CO)(CCC(O)=O)C1([H])CCC2([H])C3([H])CCC4([H])CC([H])(CC([H])(O)[C@]4(CO)C3([H])CC([H])(O)[C@]12C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C24H40O10S/c1-23-17(13(11-25)2-7-22(29)30)5-6-18(23)16-4-3-14-8-15(34-35(31,32)33)9-21(28)24(14,12-26)19(16)10-20(23)27/h13-21,25-28H,2-12H2,1H3,(H,29,30)(H,31,32,33)/t13?,14?,15?,16?,17?,18?,19?,20?,21?,23-,24+/m1/s1

InChI Key

WYXFHSGYXNOMQA-QUSRTKSMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Tetrahydroxy bile acid, alcohol, or derivatives
21-hydroxysteroid
Sulfated steroid skeleton
19-hydroxysteroid
12-hydroxysteroid
Hydroxysteroid
1-hydroxysteroid
Sulfate-ester
Sulfuric acid monoester
Sulfuric acid ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.95 g/L	ALOGPS
logP	-0.78	ALOGPS
logP	-1.7	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-0.33	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	181.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	124.29 m³·mol⁻¹	ChemAxon
Polarizability	54.8 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0157061

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid (CFc000137469)

MOL for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

3D MOL for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

3D SDF for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

3D-SDF for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

PDB for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

3D PDB for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

SMILES for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

INCHI for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

Structure for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)

3D Structure for CFc000137469 (4-[(2S,15S)-3,16-dihydroxy-2-(hydroxymethyl)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5-hydroxypentanoic acid)